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Housekeeping Supervisor | Remote

Crossing Hurdles
Canada
Contract
Applications go directly to the hiring team

As a Housekeeping Supervisor at Crossing Hurdles, you'll work remotely with AI teams to help refine and enhance janitorial workflows through data annotation and analysis. This role offers the opportunity to impact the integration of real-world supervisory practices into AI solutions while collaborating with a distributed team in a flexible work environment.

Contract
Fully Remote

Skills & Expertise

Supervisory experience
Data annotation
Quality control
Safety compliance
Communication skills
Analytical mindset
Digital tools for project management
AI training

Key Responsibilities

Collaborate with AI teams to evaluate housekeeping and janitorial data.

Design scenarios for AI training related to supervisory workflows.

Document processes and communicate knowledge to cross-functional teams.

Full Description

Position: Janitorial Supervisor

Type: Hourly contract

Location: Remote

Commitment: 10–40 hours/week

Role Responsibilities

* Collaborate with AI teams to annotate, curate, and evaluate data related to housekeeping and janitorial workflows.

* Design realistic supervisory scenarios and workflow datasets for AI training and machine learning applications.

* Provide domain expertise on task delegation, quality control, and safety compliance in cleaning operations.

* Deliver structured feedback to improve AI understanding of real-world janitorial supervision challenges.

* Participate in review sessions to refine AI outputs and align them with industry standards.

* Document processes and communicate operational knowledge clearly to cross-functional teams.

* Contribute to integrating real-world supervisory practices into AI-driven solutions.

Requirements

* Proven experience as a supervisor or team lead in housekeeping or janitorial services.

* Strong written and verbal communication skills.

* Analytical mindset with ability to document and optimize operational processes.

* Comfortable working remotely and collaborating with distributed teams.

* Experience using digital tools for communication, project management, and workflow documentation.

* Ability to translate real-world scenarios into structured data for AI training.

* Strong understanding of safety, quality, and compliance standards in facility management.

Application Process (Takes 20 Min)

* Upload resume

* Interview (15 min)

* Submit form

Applications go to the hiring team directly